Chebulic_acid (BioDeep_00000396672)

 

Secondary id: BioDeep_00000019712

PANOMIX_OTCML-2023


代谢物信息卡片


BUTANEDIOIC ACID, (3-CARBOXY-3,4-DIHYDRO-5,6,7-TRIHYDROXY-1-OXO-1H-2-BENZOPYRAN-4-YL)-, (3S-(3.ALPHA.,4.BETA.(R*)))-

化学式: C14H12O11 (356.0379602)
中文名称: 诃子次酸
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 56.67%

分子结构信息

SMILES: C1=C2C(=C(C(=C1O)O)O)C(C(OC2=O)C(=O)O)C(CC(=O)O)C(=O)O
InChI: InChI=1S/C14H12O11/c15-5-1-4-7(10(19)9(5)18)8(3(12(20)21)2-6(16)17)11(13(22)23)25-14(4)24/h1,3,8,11,15,18-19H,2H2,(H,16,17)(H,20,21)(H,22,23)/t3-,8-,11-/m0/s1

描述信息

Chebulic acid is a natural product found in Terminalia chebula, Terminalia citrina, and Phyllanthus emblica with data available.
Chebulic acid, a phenolcarboxylic acid compound isolated from Terminalia chebula, has potent anti-oxidant activity, which breaks the cross-links of proteins induced by advanced glycation end-products (AGEs) and inhibits the formation of AGEs. Chebulic acid is effective in controlling elevated metabolic parameters, oxidative stress and renal damage, supporting its beneficial effect in diabetic nephropathy[1][2].
Chebulic acid, a phenolcarboxylic acid compound isolated from Terminalia chebula, has potent anti-oxidant activity, which breaks the cross-links of proteins induced by advanced glycation end-products (AGEs) and inhibits the formation of AGEs. Chebulic acid is effective in controlling elevated metabolic parameters, oxidative stress and renal damage, supporting its beneficial effect in diabetic nephropathy[1][2].

同义名列表

9 个代谢物同义名

BUTANEDIOIC ACID, (3-CARBOXY-3,4-DIHYDRO-5,6,7-TRIHYDROXY-1-OXO-1H-2-BENZOPYRAN-4-YL)-, (3S-(3.ALPHA.,4.BETA.(R*)))-; (2S)-2-[(3S)-3,4-Dihydro-3alpha-carboxy-5,6,7-trihydroxy-1-oxo-1H-2-benzopyran-4beta-yl]butanedioic acid; BUTANEDIOIC ACID, ((3S,4S)-3-CARBOXY-3,4-DIHYDRO-5,6,7-TRIHYDROXY-1-OXO-1H-2-BENZOPYRAN-4-YL)-, (2S)-; (2S)-[(3S,4S)-3-CARBOXY-3,4-DIHYDRO-5,6,7-TRIHYDROXY-1-OXO-1H-2-BENZOPYRAN-4-YL]BUTANEDIOIC ACID; (2S)-2-[(3S,4S)-3-carboxy-5,6,7-trihydroxy-1-oxo-3,4-dihydroisochromen-4-yl]butanedioic acid; (2S)-2-[(3S,4S)-3-carboxy-5,6,7-trihydroxy-1-oxo-isochroman-4-yl]butanedioic acid; (S)-2-((3S,4S)-3-Carboxy-5,6,7-trihydroxy-1-oxoisochroman-4-yl)succinic acid; 4-ISOCHROMANSUCCINIC ACID, 3-CARBOXY-5,6,7-TRIHYDROXY-1-OXO-; Chebulic acid



数据库引用编号

7 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(0)

PlantCyc(0)

代谢反应

0 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

1 个相关的物种来源信息

在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有：

  • PubMed: 来源于PubMed文献库中的文献信息，我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表，这个列表按照代谢物同时出现的文献数量降序排序，取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
  • NCBI Taxonomy: 通过文献数据挖掘，得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序，取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
  • Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
  • Chemical Reaction: 在化学反应过程中，存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。

点击图上的相关代谢物的名称，可以跳转到相关代谢物的信息页面。



文献列表

  • Hai-Yan Zhao, Qian Lan, Shuang He, Bao-Jun Su, Ya-Qi Wang, Hai-Bing Liao, Heng-Shan Wang, Dong Liang. Chebulic acid derivatives from Balakata baccata and their antineuroinflammatory and antioxidant activities. Bioorganic chemistry. 2021 11; 116(?):105332. doi: 10.1016/j.bioorg.2021.105332. [PMID: 34509045]
  • Zi-Ni Yang, Bao-Jun Su, Ya-Qi Wang, Hai-Bing Liao, Zhen-Feng Chen, Dong Liang. Isolation, Absolute Configuration, and Biological Activities of Chebulic Acid and Brevifolincarboxylic Acid Derivatives from Euphorbia hirta. Journal of natural products. 2020 04; 83(4):985-995. doi: 10.1021/acs.jnatprod.9b00877. [PMID: 32141299]
  • Hao-Chuan Zheng, Yan Lu, Dao-Feng Chen. Anticomplement compounds from Polygonum chinense. Bioorganic & medicinal chemistry letters. 2018 05; 28(9):1495-1500. doi: 10.1016/j.bmcl.2018.03.079. [PMID: 29631958]
  • Kyung-Won Lee, Mi-Hyun Nam, Hee-Ra Lee, Chung-Oui Hong, Kwang-Won Lee. Protective effects of chebulic acid on alveolar epithelial damage induced by urban particulate matter. BMC complementary and alternative medicine. 2017 Jul; 17(1):373. doi: 10.1186/s12906-017-1870-5. [PMID: 28724416]
  • Yun-Chang Koo, Min Cheol Pyo, Mi-Hyun Nam, Chung-Oui Hong, Sung-Yong Yang, Kwang-Won Lee. Chebulic acid prevents hepatic fibrosis induced by advanced glycation end-products in LX-2 cell by modulating Nrf2 translocation via ERK pathway. Toxicology in vitro : an international journal published in association with BIBRA. 2016 Aug; 34(?):8-15. doi: 10.1016/j.tiv.2016.03.013. [PMID: 27021876]
  • Daniil N Olennikov, Nina I Kashchenko, Nadezhda K Chirikova. In Vitro Bioaccessibility, Human Gut Microbiota Metabolites and Hepatoprotective Potential of Chebulic Ellagitannins: A Case of Padma Hepaten® Formulation. Nutrients. 2015 Oct; 7(10):8456-77. doi: 10.3390/nu7105406. [PMID: 26473917]
  • Ji-Young Lee, Jun-Gu Oh, Jin Sook Kim, Kwang-Won Lee. Effects of chebulic acid on advanced glycation endproducts-induced collagen cross-links. Biological & pharmaceutical bulletin. 2014; 37(7):1162-7. doi: 10.1248/bpb.b14-00034. [PMID: 24759763]
  • Narendra Silawat, Vipin Bihari Gupta. Chebulic acid attenuates ischemia reperfusion induced biochemical alteration in diabetic rats. Pharmaceutical biology. 2013 Jan; 51(1):23-9. doi: 10.3109/13880209.2012.698288. [PMID: 22963650]
  • Ji-hoon Kim, Yun-chang Koo, Chung-Oui Hong, Sung-Yong Yang, Woojin Jun, Kwang-Won Lee. Mutagenicity and oral toxicity studies of Terminalia chebula. Phytotherapy research : PTR. 2012 Jan; 26(1):39-47. doi: 10.1002/ptr.3504. [PMID: 21538627]